Supramolecular and Host−Guest Chemistry of Bis-phenol and Analogues

and, Rupam J. Sarma†; Baruah, Jubaraj B.

doi:10.1021/cg060899h

Cited by 59 publications

(31 citation statements)

References 93 publications

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“…The crystal structure of trigonal molecule bis(4-hydroxyphenyl)(phenyl) methane shows symmetry carry-over to supramolecular triangular and hexameric O-H⋅⋅⋅O synthons in rhombohedral space group R3 -. 24 Rhombohedral and monoclinic polymorphs of βhydroquinone were reproduced in phenyl-extended 2,2′,6,6′-tetramethyl-4,4′-terphenyldiol, 25 illustrating a fine example of network engineering in polymorphs.…”

Section: Supramolecular Architectures and Network Structuresmentioning

confidence: 99%

Supramolecular chemistry and crystal engineering

Nangia

2010

J Chem Sci

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Advances in supramolecular chemistry and crystal engineering reported from India within the last decade are highlighted in the categories of new intermolecular interactions, designed supramolecular architectures, network structures, multi-component host-guest systems, cocrystals, and polymorphs. Understanding self-assembly and crystallization through X-ray crystal structures is illustrated by two important prototypes -the large unit cell of elusive saccharin hydrate, Na 16 (sac) 16 ⋅ 30H 2 O, which contains regular and irregular domains in the same structure, and by the Aufbau build up of zinc phosphate framework structures, e.g. ladder motif in [C 3 N 2 H 12 ][Zn(HPO 4 ) 2 ] to layer structure in [C 3 N 2 H 12 ][Zn 2 (HPO 4 ) 3 ] upon prolonged hydrothermal conditions. The pivotal role of accurate X-ray diffraction in supramolecular and structural studies is evident in many examples. Application of the bottomup approach to make powerful NLO and magnetic materials, design of efficient organogelators, and crystallization of novel pharmaceutical polymorphs and cocrystals show possible future directions for interdisciplinary research in chemistry with materials and pharmaceutical scientists. This article traces the evolution of supramolecular chemistry and crystal engineering starting from the early nineties and projects a center stage for chemistry in the natural sciences.

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Section: Supramolecular Architectures and Network Structuresmentioning

confidence: 99%

Supramolecular chemistry and crystal engineering

Nangia

2010

J Chem Sci

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“…18 Importantly, presence of several hydroxyl groups (phenol or catechol) in a molecule is expected to enhance their affinity toward protein and nucleic acid due to the presence of potential hydrogen bond (H-bond) donors and acceptors, as has been elegantly shown with synthetic systems. [19][20][21][22][23][24][25][26][27][28] Interestingly, despite potential application of both amide group as well as phenol/catechol synthons; hybrid molecules have largely remained unexplored. Recently, an amide derivative containing phenol/catechol group showed radical scavenging activities for the treatment of skin ageing, similar to that of trans-resveratrol.…”

Section: Introductionmentioning

confidence: 99%

Syntheses, characterization, and anti-cancer activities of pyridine-amide based compounds containing appended phenol or catechol groups

et al. 2014

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Several pyridine-amide compounds appended with phenol/catechol groups are synthesized. These compounds consist of protected or deprotected phenol/catechol groups and offer pyridine, amide, and phenol/catechol functional groups. All compounds have been well-characterized by various spectroscopic methods, elemental analysis, thermal studies, and crystallography. The biological activities of all compounds were investigated while a few compounds significantly decreased the metabolic viability, growth and clonogenicity of T98G cells in dose dependent manner. Accumulation of ROS was observed in T98G cells, which displayed a compromised redox status as evident from increased cellular Caspase 3/7 activity and formation of micronuclei. The in silico pharmacokinetic studies suggest that all compounds have good bioavailability, water solubility and other drug-like parameters. A few compounds were identified as the lead molecules for future investigation due to their: (a) high activity against T98G brain, H-460 lung, and SNU-80 thyroid cancer cells; (b) low cytotoxicity in non-malignant HEK and MRC-5 cells; (c) low toxic risks based on in silico evaluation; (d) good theoretical oral bioavailability according to Lipinski 'rule of five' pharmacokinetic parameters; and (e) better drug-likeness and drug-score values.

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“…Over the past two decades, a series of supramolecular coordination complexes with well define shapes have been prepared owing to their interesting structural features and potential applications in molecular recognition, drug delivery, catalytic, chemical sensors, host−guest chemistry and so on. [1][2][3][4][5][6][7][8][9][10][11] A large number of macrocyclic or cage structures have been obtained by rationally designed metal directional self-assembly approach. Especially, favorable host-guest properties of metallacycles and metallacages have gained by organic linkers.…”

Section: Introductionmentioning

confidence: 99%

Coordination‐driven self‐assembly of Cp*Rh‐Based Rectangles, Cages and Their Host−Guest Binding Study

Lin

Jin

2019

Applied Organom Chemis

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Supramolecular coordination‐driven self‐assembly rectangle 1a have be formation of distorted shapes, with a strong π···π interactions between the L1 and anthracene in 1b (1a ⊃ anthracene) that changed the size to desired and supported by single‐crystal Xray diffraction data. The formation of 1c(1a ⊃ DMF) has been further corroborated by the single‐crystal and 1b also can reaction with decaborane to form ortho‐carborane complex 1d. A self‐assembled triangular prism cage 2a consisting of binuclear half‐sandwich metal precursors [Cp*2Rh2(μ‐BiBzIm)]Cl2 (BiBzIm = 2,2′‐bisbenzimidazole) ligands and L2 were found to capsulated a triphenylene in cage. Another two kinds of prismatic cages (3a and 3b) were obtained from the reactions of the bis‐chelating‐coordinated [Cp*2Rh2(μ‐CA)]Cl2(CA = chloranilate) with L2 and L3 in the presence of AgOTf (OTf = CF3SO3) in CH3OH, and cage 3b have a perfect sized cavity to self‐assembled with anthracene in it.

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Supramolecular and Host−Guest Chemistry of Bis-phenol and Analogues

Cited by 59 publications

References 93 publications

Supramolecular chemistry and crystal engineering

Supramolecular chemistry and crystal engineering

Syntheses, characterization, and anti-cancer activities of pyridine-amide based compounds containing appended phenol or catechol groups

Coordination‐driven self‐assembly of Cp*Rh‐Based Rectangles, Cages and Their Host−Guest Binding Study

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